2614-48-4Relevant articles and documents
Unexpected Z/E isomerism of N-methyl-O-phosphothioyl benzohydroxamic acids, their oxyphilic reactivity and inertness to amines
Majewski, Arkadiusz,Chojnacki, Jaros?aw,Przychodzeń, Witold
, p. 1077 - 1091 (2021/01/11)
Thiophosphinoylation of N-methyl p-substituted benzohydroxamic acids using disulfanes (method A) or diphenylphosphinothioyl chloride (method B) provides only one conformer of the respective O-phosphothioyl derivative (X-ray and NMR analysis). Undergoing t
Oxidative cleavage of hydroxamic acid promoted by sodium periodate
Yuan, Changchun,Du, Biao,Xun, Miao-Miao,Liu, Bo
, p. 3622 - 3628 (2017/06/13)
A series of hydroxamic acids, involving aliphatic, aromatic and cyclic substrates, were transformed to the corresponding carboxylic acids through NaIO4-mediated oxidative cleavage in mild conditions. Esterification of these acids with TMSCHN2 could result in formation of the corresponding methyl ester. This methodology makes good compensation for the existing methods transforming amides to esters. Our results also pave the way to harness hydroxamic acids as useful synthetic building blocks.
Conformational behaviour of hydroxamic acids: Ab initio and structural studies
Brown, David A.,Coogan, Raymond A.,Fitzpatrick, Noel J.,Glass, William K.,Abukshima, Dau E.,Shiels, Loreto,Ahlgren, Markku,Smolander, Kimmo,Pakkanen, Tuula T.,Pakkanen, Tapani A.,Peraekylae, Mikael
, p. 2673 - 2679 (2007/10/03)
The conformational behaviour of a series of monohydroxamic acids, p-RC6H4CONR 'OH (R = Me, R' = H Me; R = MeO, R' = H, Me; R = NO2, R' = H), and a series of dihydroxamic acids, (CH2)n (CONR'OH)2 (n = 3-8, 10, R' = H and n = 7, R' = Me), in methanol, DMSO and chloroform and in the solid state has been examined using IR and NMR spectroscopy. X-Ray crystal structure determinations of p-MeC6H4CONMeOH and the monohydrate of glutarodihydroxamic acid (n = 3) together with ab initio molecular orbital calculations for several hydrated and unhydrated hydroxamic acids have been performed. Hydrogen bonding effects are shown to be important in both the so id state and solution. The cis(Z) conformation of the hydroxamate group(s) (CONHOH) is preferentially stabilized by hydrogen bonding with water molecules.
